Process for the preparation of chlorine substituted butanes



Patented- Jan ,26, I937 rmocsss 'ron THE-PREPARATION or emomm: SUB8/T!!'DTED-BUIANE Johann Sixk-Miiic h, Germany, assignor to Com.

sortium Fuer Elektrocliemisohe Industrie, G. m. b. 11., Munich, Germany. a corporation of 7 "so Drawing. Application May '1, 1930, Serial N6.

78,403. In Germauy June 19,- 1935 12 Claim.

This invention relates to a process for the preparation of chlorine substituted butanes.

I have found that chlorine substituted butanes' can be obtained in good yield by the treatment of 1,1-dichlorethane with chlorine substituted ethylene using aluminium chloride as a catalyst.

During the carrying out of the reaction the temperature is preferably kept low in order to prevent the reaction proceeding beyond the point I desired, and more particularly preventing the formation of resins. I prefer in the preparation to use the 1,1-dich1orethane in excess.

Various methods will now be given by wayof example for carrying out the preparation of chlorine substituted butanes in-accordance with the present invention, but the invention is not limited tothe details given therein.

Example 1 the temperature at about 20 C. After the reaction had proceeded for 3 hours the aluminium Example 2 100 parts of 1-,1-dichlorethane' were stirred for one hour with 60 parts of symmetrical .dichlorethylene (boiling point 60 C.) and 3 parts finely divided aluminium chloride Hydrochloric acid was added and the chlorinated. hydrocarbons were fractionated. The tetrachlorbutane (canon) obtained passed over at a temperature of 180-190 c. under a pressure of 720 mm. The yield amounted to 80% calculated on the di-' chlorethylene used. There was only a slight for mation of resinous products.

Example 3 aluminium chloride in the manner described in ment with zinc into compounds'poorerjn chlorine or free from chlorine. I

I claim as my invention:

1. Process for the manufacture of chlorine substituted butanes wherein 1, 1-dichloretha'ne m 5 treated with chlorine substituted ethylenes in the presence of aluminium chlori e.

.2. ,Process for the manuf ture of trichlorbutane wherein Ll-dichl'orethane is treated with vinyl-chloride in the presence of aluminium chloride. I

3. Process for the manufacture oi. tetrachlorbutane wherein LI-dichlorethane is treated with symmetrical dichlorethylene in the presence of aluminium chloride. r

4. Process for the manufacture of pentachlor- 'butane wherein 1,1- 'dichlorethane is treated with trichlorethylene in the presence of aluminium chloride. i

5. Process for the manufacture of chlorine substltuted butanes wherein 1,1-'-dich lorethane is treated with chlorine substituted ethylenes in the presence of aluminium chloride at a temperature below 60 C.

6. Process for the manufacture oi trichlor-butane wherein 1,1-dichlorethane is treated with vinyl-chloride in the presence of. aluminium chloride at a temperature below 60 C.

7. Process for'the manuiacture of tetrachlorbutane wherein 1,1-dichlorethane is treated with symmetrical dichlorethylene in the presence of aluminium chloride at a temperature below 60 C.

8. Process for the manufacture oi pentachlorbutane wherein "1,1-dichlorethane is treated with trichlorethylene in thepresence of aluminium chloride .at a temperature below 60 C.

9. Process for themanuiactuie oichlorine sub-' stituted butanes 'wherein 'Ll-dichiorethane is treated with chlorine substituted ethylenes in the presence 01 aluminium chloride and an excess oi 1,1-dichlorethane isemployed. I

10. Process for the manufacture of trichlorbutaue wherein Ll-dichiorethaneis treated with vinyl-chloride in the presence oi aluminium chloride and an excess of 1,1-dichlorethene is emp owed.

11. Procession the manufactured tetrachlorbutane wherein 1,1-dichlor'ethane is with symmetrical dichlorethyiene in'the presence 01' aluminium chloride and an excess oi 1,l-dichlorethane is employed.

12. Process for the manufacture of pentaohlorbutane wherein 1,1-dichlorethanc is treated with .trlchlorcthylene in the presence of aluminium chloride and an excess of Liedichlorethane is employed. Jo 

